Casey Key Vacation Packages for 2026

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Top Hotel Deals

Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy Sarasota FL
25.92 km from city center
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast ...
Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

3 out of 5
4675 N Tamiami Trl Sarasota FL
25.04 km from city center
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the helpful ...
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle Siesta Key FL
11.24 km from city center
Book a stay at this beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff in ...
Azul Resort Siesta Key

Azul Resort Siesta Key

3 out of 5
1105 Point of Rocks Rd Siesta Key FL
11.1 km from city center
Book a stay at this beach hotel in Siesta Key. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Siesta Key Beach and Lido Beach are located ...
Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
140 Columbus Blvd. Siesta Key FL
15.45 km from city center
Book a stay at this beach hotel in Siesta Key. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in ...
Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

3 out of 5
6600 S Tamiami Trl Sarasota FL
11.96 km from city center
Book a stay at this business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff ...
Carlisle Inn

Carlisle Inn

3.5 out of 5
3727 Bahia Vista Sarasota FL
18.51 km from city center
Stay at this hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
Lido Beach Resort

Lido Beach Resort

4 out of 5
700 Benjamin Franklin Dr Sarasota FL
19.27 km from city center
Book a stay at this beach resort in Sarasota. Enjoy free WiFi, 2 outdoor pools, and a private beach. Our guests praise the helpful staff in our reviews. Popular ...
Zota Beach Resort

Zota Beach Resort

4 out of 5
4711 Gulf of Mexico Dr Longboat Key FL
31.42 km from city center
Book a stay at this beach resort in Longboat Key. Enjoy free WiFi, a private beach, and breakfast (surcharge). Our guests praise the pool and the helpful staff ...
The St. Regis Longboat Key Resort

The St. Regis Longboat Key Resort

5 out of 5
1601 Gulf Of Mexico Drive Longboat Key FL
25.11 km from city center
Book a stay at this luxury hotel in Longboat Key. Enjoy a full-service spa, 3 restaurants, and a private beach. Popular attractions St. Armands Circle and Lido ...
Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

4 out of 5
1650 South Tamiami Trail Osprey FL
1.94 km from city center
Stay at this hotel in Osprey. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular ...
The Westin Sarasota

The Westin Sarasota

4 out of 5
100 Marina View Drive Sarasota FL
20.91 km from city center
Book a stay at this spa hotel in Sarasota. Enjoy a full-service spa, 2 restaurants, and a rooftop terrace. Our guests praise the breakfast and the pool in our ...
DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport

4 out of 5
8009 15th Street E Sarasota FL
27.47 km from city center
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Lantern Inn & Suites

Lantern Inn & Suites

2.5 out of 5
7251 N Tamiami Trl Sarasota FL
29.78 km from city center
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the helpful ...
Siesta Key Palms Resort

Siesta Key Palms Resort

3.5 out of 5
1800 Stickney Point Rd Sarasota FL
11.94 km from city center
Stay at this hotel in Sarasota. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular ...
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Sat, Apr 18 - Mon, May 4
PHL
Philadelphia Intl.
SRQ
Sarasota-Bradenton Intl.
$194 Roundtrip, found 6 hours ago
$194
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Sat, Apr 18 from Philadelphia Intl. to Sarasota-Bradenton Intl., returning Mon, May 4, priced at $194 found 6 hours ago
JetBlue Airways
Tue, Apr 28 - Tue, May 5
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$247 Roundtrip, found 6 hours ago
$247
Roundtrip
found 6 hours ago
Select JetBlue Airways flight, departing Tue, Apr 28 from Logan Intl. to Sarasota-Bradenton Intl., returning Tue, May 5, priced at $247 found 6 hours ago
American Airlines
Wed, Apr 29 - Mon, May 4
ORD
O'Hare Intl.
SRQ
Sarasota-Bradenton Intl.
$247 Roundtrip, found 5 days ago
$247
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Apr 29 from O'Hare Intl. to Sarasota-Bradenton Intl., returning Mon, May 4, priced at $247 found 5 days ago
United
Wed, Apr 22 - Wed, Apr 29
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$247 Roundtrip, found 6 days ago
$247
Roundtrip
found 6 days ago
Select United flight, departing Wed, Apr 22 from Newark Liberty Intl. Airport to Sarasota-Bradenton Intl., returning Wed, Apr 29, priced at $247 found 6 days ago
Southwest Airlines
Mon, Apr 27 - Thu, Apr 30
MDW
Midway Intl.
SRQ
Sarasota-Bradenton Intl.
$247 Roundtrip, found 5 days ago
$247
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Mon, Apr 27 from Midway Intl. to Sarasota-Bradenton Intl., returning Thu, Apr 30, priced at $247 found 5 days ago